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【结 构 式】

【分子编号】57800

【品名】bis(2,4-Dinitrophenyl)methane

【CA登记号】

【 分 子 式 】C13H8N4O8

【 分 子 量 】348.22868

【元素组成】C 44.84% H 2.32% N 16.09% O 36.76%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(II)

Diphenylmethane (I) is nitrated to the tetranitro derivative (II) employing KNO3 in concentrated H2SO4. Oxidation of the diarylmethane (II) with CrO3 in boiling HOAc provides benzophenone (III). Cyclization of (III) under reductive conditions gives rise to the diamino acridone (IV), which is further acylated by 3-chloropropionyl chloride (V) to the bis-chloropropionamide (VI). Nucleophilic substitution of the chloride groups of (VI) with pyrrolidine (VII) furnishes the bis-pyrrolidino derivative (VIII). Chlorination of acridone (VIII) with POCl3 yields the chloroacridine (IX). This is finally condensed with 4-(dimethylamino)aniline (X) to produce the title compound.

1 Read, M.; et al.; Structure-based design of selective and potent G quadruplex-mediated telomerase inhibitors. Proc Natl Acad Sci USA 2001, 98, 9, 4844.
2 Neidle, S.; Harrison, R.J.; Kelland, L.R.; Gowan, S.M.; Read, M.; Reszka, T. (Cancer Research Technology Ltd.); Therapeutic acridone and acridine cpds.. WO 0208193 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 57799 Benzylbenzene; Benzylphenyl; Diphenylmethane; Ditane; Methylenedibenzene 101-81-5 C13H12 详情 详情
(II) 57800 bis(2,4-Dinitrophenyl)methane C13H8N4O8 详情 详情
(III) 57801 bis(2,4-dinitrophenyl)methanone C13H6N4O9 详情 详情
(IV) 57802 3,6-diamino-9(10H)-acridinone C13H11N3O 详情 详情
(V) 18936 3-chloropropanoyl chloride 625-36-5 C3H4Cl2O 详情 详情
(VI) 57803 3-chloro-N-{6-[(3-chloropropanoyl)amino]-9-oxo-9,10-dihydro-3-acridinyl}propanamide C19H17Cl2N3O3 详情 详情
(VII) 11376 Pyrrolidine 123-75-1 C4H9N 详情 详情
(VIII) 57804 N-(9-oxo-6-{[3-(1-pyrrolidinyl)propanoyl]amino}-9,10-dihydro-3-acridinyl)-3-(1-pyrrolidinyl)propanamide C27H33N5O3 详情 详情
(IX) 57805 N-(9-chloro-6-{[3-(1-pyrrolidinyl)propanoyl]amino}-3-acridinyl)-3-(1-pyrrolidinyl)propanamide C27H32ClN5O2 详情 详情
(X) 35075 N-(4-aminophenyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,4-benzenediamine 6219-73-4 C8H12N2 详情 详情
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